Adhesive



Patented is, 3, 1939 A UNITED STATE s PATENTOF/FICEVE' ADHESIVE Adolf Monger, Krefeld-Bockum, Germany, assignor to I. G. Farbenindustrie Aktiengesellschaft, Frankfort-on-the-Main, Germany.

No Drawing. Application January 31, 1934, Se-

rial No. 709,186. .1933

The present invention relates to the manufacture of adhesives by employing a halogenated polyvinyl halide with or without. the employment of a customary adhesive or additions to adhesives. In accordance with the invention adhesives with a base of halogenated polyvinyl chlorides and especially partially depolymerized halogenated polyvinyl chlorides, such as are obtainable for example in accordance with the co-pending 10 application Serial No. 670,213, filed May 9,- 1933,

now Patent No. 1,982,765, by further chlorination vinyl chlorides are described in said patent, and

particularly in claim 6 thereof, as having a chlorine content higher than 57 per cent and up to about 70 per cent, being soluble to the extent of I about 20 per cent to 30 per cent inbutyl acetate,

a mixture of acetone and benzene, and in ethylene chloride, and forming films having 'a tensile strength of 5- to '7 kilos per sq mm. The cementing obtainable by means of such an adhesive is go distinguished by good stability against water and the influence of the weather and the adhesive filmpossessesin addition a very good pliability and flexibility, which, moreover, can still be considerably enhanced by the addition of softening 35 agents, such as esters of compounds of p-toluene sulfonic ac and adipi acid, ethyl acetanilide and the like. On account of the saidproperties the adhesives are especially suitable for the manufacture of m) leather cements employed for example in the shoe industry and surpass quite considerably, particularly in adhesive pwer,-the cellulose cement customarily used in this industry.

The noteworthy stability of the adhesives as aga nst light, in particular the small tendency to tum yellow. under the influence of light, renders them particularly suitable for the manufacture of I B esters of acetic acid, or mixtures of the said sbland o-phosphoric acid, phthalic acid In Germany February 8, ,19 Claims. (Cl. 154-46) vents with benzine, benzene, toluene and the like and softening I agents, as already indicated. Moreover, it will be possible toincorporate with the adhesives natural and artificial resins, such as pine resin and copal, cumaron resin and resinlike condensation products obtainable from poly-' basic and monobasic carboxylicacids with polyvalen-t alcohols, as well as pigments, fillers and fibrous materials, such as iron oxide,v zinc oxide,

chromic oxide, wood meal, asbestos powder,

powdered shale, flock, asbestos fibres and the like. The invention is illustrated by the following examples, but not restricted thereby:

Example 1 16 An adhesive for cementing paper is produced by dissolving 20 parts byweight of partially de Y polymerized chlorinated polyvinyl chloride (ob-, tainable in accordance with Example 1 of Patent No. 1,982,765 and having a-chlorine content from 20 64 to 66 per cent, being soluble to the extent of about -per cent in butyl acetate, a mixture of acetone and benzene, and methylene chloride and forming films having a tensile strength of 5 to 6 kilos per sq. m.) in 80 parts by weight'of 25 methylene chloride. It is distinguished by excellent adhesive power. and noteworthy pliability and flexibility. I I Example 2 An adhesive-for cementing leather is produced' by dissolving 22 parts by weight of the above mentioned partially depolymerized chlorinated polyvinyl chloride and 4 parts by weight of ethylacetanilidein 47 parts by weight of ethyl acetate. It possesses very good pliability and flexibility, 5 excellent tenacity and good stability against chemical influences.

Example 3 20 parts by weight of partiallydepolymerized chlorinated polyvinyl chloride (obtainable in accordance with Example 2 of Patent Nm- 1,982,765) and 5 parts by weight of dimethyl phthalate in 60 parts by weight of acetone and '15 parts by weight of benzene.

The cemented materialexhibits essentially the same properties as the leather cement described in Example 2. Y

I claim:

1. An article of manufacture comprising two 56 inated polyvinyl chloride obtainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent.

3. An article of manufacture comprising two or more solid objects cemented together with an adhesive layer consisting essentially of a partially depolymerized halogenated polyvinyl chloride ob-' tainable by treating a polymerized vinyl chloride with halogen in the presence of an organic solvent or swelling agent and partially depolymerizing the halogenated polyvinyl chloride.

4. An article of manufacture comprising two or more solidvobjects cemented together with an adhesive layer consisting essentially of a partially depolymerized chlorinated polyvinyl chloride obtainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride.

5. An article of manufacture comprising two or more solid objects cemented together with an adhesive layer consisting essentially of a partially depolymerized chlorinated polyvinyl chloride, ob-

tainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent and, partially depolymerizing the chlorinated polyvinyl chloride, and a solvent for the partially depolymerized chlorinated polyvinyl chloride.

6. An article of manufacture comprising two or more solid objects cemented together with an adhesive layer consisting essentially of a partially depolymerized chlorinated polyvinyl chloride, obtainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride, a solvent for the partially depolymerized chlorinated polyvinyl chloride and a softening agent. A

7. An article of manufacture comprising two or more solid objects cemented together with an adhesive layer consisting essentially of a solution in methylene chloride of a partially depolymerized chlorinated polyvinyl chloride obtainable bytreating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride.

8. An article of manufacture comprising two or more solid objects cemented together with an adhesive layer consisting essentially of a solution in ethyl acetate of ethyl acetanilide and a partially.depolymerized chlorinated polyvinyl chloride obtainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride. 9. An article of manufacture comprising two or more solid objects cemented together with an adhesive layer consisting essentially of a solution in a mixture of acetone and benzene of dimethyl phthalate and a partially depolymerized chlorinated polyvinyl chloride obtainable 'by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chlorides 10. An article of manufacture comprising two or more leather sheets cemented together with an adhesive layer consisting essentially of a chlo-' rinated polyvinyl chloride obtainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent.

11. An article of manufacture comprising two or more leather sheets cemented together with an adhesive layer consisting essentially of a partially depolymerized chlorinated polyvinyl chloride obtainable by treating a polymerized vinyl chloride with chlorine in the presence 01 an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride. 12. An article of manufacture comprising two' or more leather sheets cemented together with an adhesive layer consisting essentially of a partially depolymerized chlorinated polyvinyl chloride, obtainable by treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent or swelling agent, and partially depolymerizing the chlorinated polyvinyl chloride, a solvent for the partially depolymerized chlorinated polyvinyl chloride and a softening agent. 13. An article of manufacture comprising two or more leather sheets cemented together with an adhesive layer consisting essentially of a solution in methylene chloride of a partially depolymerized chlorinated polyvinyl chloride obtainable by-treating a polymerized vinyl chloride with chlorine in the presence of an organic solvent, or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride.

14; An article of manufacture comprising two or more leathersheets cemented together with an adhesive layer consisting essentially of a.

methyl phthalate and a partially depolymerized chlorinated polyvinyl chloride obtainable by treating a polymerized vinyl chloride with chlorin'e in the presence of an organic solvent or swelling agent and partially depolymerizing the chlorinated polyvinyl chloride.

16. An article of manufacture comprising two or more materials such as paper, 'pasteboard, textiles, wood, galalith, phenol-aldehyde condensation products, leather, porcelain, earthenware, metal, glass and ,the like, cemented together with an adhesive layer consisting essentially of a halogenated polyvinyl halide obtained:

by treating a polymerized vinyl halide with halogen in the presence of an organic solvent or swelling agent.

17. An article of manufacture comprising two -or more materials such as paper, pasteboard,

textiles, wood, galalith, phenol-aldehyde condensation products, leather, porcelain, earthenware, metal, glass and the like, cemented together with an adhesive layer consisting essentially of a halogenated polyvinyl halide substantially identical with the material obtained by a treating a polymerized vinyl halide with halogen in the presence of an organic solvent or swelling agent.

18. An article of manufacture comprising two or more materials such as paper, pasteboard,

textiles, wood, galalith, phenol-aldehyde condensation products, leather, porcelain, earthenware, metal, glass and the like, cemented togetherwith, an adhesive layer consisting essentially of a polymerized vinyl chloride, said polymerized vinyl chloride having a chlorine content higher than 5'7 per cent and up to about 70 per cent, being soluble to the extent oi. about 20 per cent to 30'percent in butyl acetate, a mixture of acetone and benzene, and in ethylene chloride, and forming films having a tensile, strength of 5 to 7 kilos per sq. mm.

19. An article oi manufacture comprising two or more materials such as paper, pasteboard, textiles, wood. galalith. phenol-aldehyde condensation products, leather, porcelain, earthenware, metal, glass and the like, cemented together with an adhesive layer consisting essentially' 01' a polymerized vinyl chloride, said polymerized vinyl chloride having a chlorine content from 64 to 66 per cent, being soluble tothe extent of about 25 per cent in butyl acetate, a mix-' 

